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Winter Park Homes For Sale & Real Estate - 411 homes

Winter Park homes for sale are located in Orange County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 7 CARVER COURT, WINTER PARK, FL 32789

    $338,0001 Day on yellowkey   MLS ID: O5770492

    For Sale O5770492 - 7 CARVER COURT, WINTER PARK, FL 32789 2 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1384
       Built: 1949   Tax: $2,627 (2019)
    Community: Magnolia Gardens
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,071 (change assumption)
    Mortgage ($1,852) + Taxes in 2019 ($219)

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    Taxes:$2,627

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Maitland Middle


  • 1616 LITTLE WREN LANE, WINTER PARK, FL 32792

    $307,6301 Day on yellowkey   MLS ID: O5770809

    For Sale O5770809 - 1616 LITTLE WREN LANE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1756
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,962 (change assumption)
    Mortgage ($1,686) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 1608 LITTLE WREN LANE, WINTER PARK, FL 32792

    $339,1801 Day on yellowkey   MLS ID: O5770816

    For Sale O5770816 - 1608 LITTLE WREN LANE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2157
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,135 (change assumption)
    Mortgage ($1,858) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 1620 LITTLE WREN LANE, WINTER PARK, FL 32792

    $307,6301 Day on yellowkey   MLS ID: O5770818

    For Sale O5770818 - 1620 LITTLE WREN LANE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1756
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,962 (change assumption)
    Mortgage ($1,686) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 1624 LITTLE WREN LANE, WINTER PARK, FL 32792

    $330,8801 Day on yellowkey   MLS ID: O5770823

    For Sale O5770823 - 1624 LITTLE WREN LANE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2157
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,090 (change assumption)
    Mortgage ($1,813) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 1612 LITTLE WREN LANE, WINTER PARK, FL 32792

    $334,5801 Day on yellowkey   MLS ID: O5770829

    For Sale O5770829 - 1612 LITTLE WREN LANE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2157
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,110 (change assumption)
    Mortgage ($1,833) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 1628 LITTLE WREN LANE, WINTER PARK, FL 32792

    $341,1801 Day on yellowkey   MLS ID: O5770841

    For Sale O5770841 - 1628 LITTLE WREN LANE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2157
       Built: 2019
    Monthly Fee: $235
       Tax: $500 (2019)
    Community: Hawks Crest
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,146 (change assumption)
    Mortgage ($1,869) + Fees ($235) + Taxes in 2019 ($42)

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    Taxes:$500

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2019

    Middle School: Tuskawilla Middle


  • 689 OVERSPIN DRIVE, WINTER PARK, FL 32789

    $325,0001 Day on yellowkey   MLS ID: O5771002

    For Sale O5771002 - 689 OVERSPIN DRIVE, WINTER PARK, FL 32789 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1286
       Built: 1942   Tax: $3,457 (2017)
    Community: Dubsdread Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,069 (change assumption)
    Mortgage ($1,781) + Taxes in 2017 ($288)

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    Taxes:$3,457

    Elementary School: Princeton Elem

    High School: Edgewater High

    Tax Year: 2017

    Middle School: College Park Middle


  • 1260 N PARK AVENUE, WINTER PARK, FL 32789

    $2,595,000100 Days on yellowkey   MLS ID: O5751270

    REDUCED by $100,000 (3.7%) on 03/19/2019

    For Sale O5751270 - 1260 N PARK AVENUE, WINTER PARK, FL 32789 51 photos

    Bed: 6   Bath: 7.5
    Liv Area Sq Ft: 6576
       Built: 2008   Tax: $34,008 (2018)
    Community: Park Avenue
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $17,053 (change assumption)
    Mortgage ($14,219) + Taxes in 2018 ($2,834)

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    Taxes:$34,008

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1987 BISCAYNE DRIVE, WINTER PARK, FL 32789

    $289,00056 Days on yellowkey   MLS ID: O5759123

    REDUCED by $5,000 (1.7%) on 03/19/2019

    For Sale O5759123 - 1987 BISCAYNE DRIVE, WINTER PARK, FL 32789 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1633
       Built: 1949   Tax: $2,532 (2017)
    Community: Karolina On Killarney
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,584) + Taxes in 2017 ($211)

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    Taxes:$2,532

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2017

    Middle School: College Park Middle


  • 801 HALIFAX AVENUE, WINTER PARK, FL 32792

    $525,00021 Days on yellowkey   MLS ID: O5766368

    REDUCED by $14,000 (2.6%) on 03/19/2019

    For Sale O5766368 - 801 HALIFAX AVENUE, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2458
       Built: 1960   Tax: $3,543 (2018)
    Community: Park Manor First Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,172 (change assumption)
    Mortgage ($2,877) + Taxes in 2018 ($295)

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    Taxes:$3,543

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1756 HOLLYWOOD AVENUE, WINTER PARK, FL 32789

    $559,90050 Days on yellowkey   MLS ID: O5760340

    30 Days Off yellowkey (back on 3/6/2019)

    REDUCED by $15,100 (2.6%) on 03/19/2019

    For Sale O5760340 - 1756 HOLLYWOOD AVENUE, WINTER PARK, FL 32789 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2150
       Built: 1922   Tax: $2,529 (2018)
    Community: Lake Monte Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,279 (change assumption)
    Mortgage ($3,068) + Taxes in 2018 ($211)

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    Taxes:$2,529

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 660 ARJAY WAY, WINTER PARK, FL 32789

    $964,90065 Days on yellowkey   MLS ID: O5756792

    REDUCED by $100 (0.0%) on 03/19/2019

    For Sale O5756792 - 660 ARJAY WAY, WINTER PARK, FL 32789 34 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3226
       Built: 1957   Tax: $7,974 (2018)
    Community: Timberlane Shores
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,951 (change assumption)
    Mortgage ($5,287) + Taxes in 2018 ($665)

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    Taxes:$7,974

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 626 S LAKEMONT AVENUE, WINTER PARK, FL 32792

    $359,80033 Days on yellowkey   MLS ID: O5764155

    REDUCED by $18,200 (4.8%) on 03/19/2019

    For Sale O5764155 - 626 S LAKEMONT AVENUE, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2077
       Built: 1963   Tax: $4,240 (2018)
    Community: Kenilworth Shores Sec 4
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,325 (change assumption)
    Mortgage ($1,971) + Taxes in 2018 ($353)

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    Taxes:$4,240

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 2606 WINTER PARK ROAD, WINTER PARK, FL 32789

    $389,9003 Days on yellowkey   MLS ID: O5770654

    For Sale O5770654 - 2606 WINTER PARK ROAD, WINTER PARK, FL 32789 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1586
       Built: 1959   Tax: $3,459 (2017)
    Community: Edgewood Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,425 (change assumption)
    Mortgage ($2,136) + Taxes in 2017 ($288)

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    Taxes:$3,459

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Glenridge Middle


  • 130 ARLA COURT, WINTER PARK, FL 32792

    $339,0003 Days on yellowkey   MLS ID: O5770787

    For Sale O5770787 - 130 ARLA COURT, WINTER PARK, FL 32792 17 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1740
       Built: 1957   Tax: $2,137 (2018)
    Community: Tanglewood
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,857) + Taxes in 2018 ($178)

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    Taxes:$2,137

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 1640 CHESTNUT AVENUE, WINTER PARK, FL 32789

    $389,80061 Days on yellowkey   MLS ID: O5758364

    REDUCED by $15,200 (3.8%) on 03/18/2019

    For Sale O5758364 - 1640 CHESTNUT AVENUE, WINTER PARK, FL 32789 7 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1957   Tax: $4,691 (2018)
    Community: Lake Knowles Terrace K4 Lot Blk 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,527 (change assumption)
    Mortgage ($2,136) + Taxes in 2018 ($391)

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    Taxes:$4,691

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 701 ANTONETTE AVENUE, WINTER PARK, FL 32789

    $624,000278 Days on yellowkey   MLS ID: O5714245

    REDUCED by $20,000 (3.1%) on 03/18/2019

    For Sale O5714245 - 701 ANTONETTE AVENUE, WINTER PARK, FL 32789 25 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2479
       Built: 1920   Tax: $3,190 (2017)
    Community: College Place Rep
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,685 (change assumption)
    Mortgage ($3,419) + Taxes in 2017 ($266)

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    Taxes:$3,190

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 2939 SUMMERFIELD ROAD, WINTER PARK, FL 32792

    $413,0004 Days on yellowkey   MLS ID: O5770620

    For Sale O5770620 - 2939 SUMMERFIELD ROAD, WINTER PARK, FL 32792 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1870
       Built: 1973   Tax: $5,038 (2017)
    Community: Golfside Sec 03
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,683 (change assumption)
    Mortgage ($2,263) + Taxes in 2017 ($420)

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    Taxes:$5,038

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2017

    Middle School: Glenridge Middle


  • 1461 GROVE TERRACE, WINTER PARK, FL 32789

    $899,0004 Days on yellowkey   MLS ID: O5768591

    For Sale O5768591 - 1461 GROVE TERRACE, WINTER PARK, FL 32789 36 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2955
       Built: 1965   Tax: $9,756 (2018)
    Community: Sylvan Lake Shores
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $5,739 (change assumption)
    Mortgage ($4,926) + Taxes in 2018 ($813)

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    Taxes:$9,756

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2019 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.